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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— methyl 4,6-diethyl-5-(2-bromoethyl)-2-(phenylsulfanyl)-benzoate 1023305-12-5 C20H23BrO2S
methyl 4,6-diethyl-5-(2-bromoethyl)-2-(phenylsulfanyl)-benzoate
—— 6-[2-(2-tetrahydropyranyloxy)ethylthio]imidazo[1,2-b]pyridazine 114603-93-9 C13H17N3O2S
6-[2-(2-tetrahydropyranyloxy)ethylthio]imidazo[1,2-b]pyridazine
—— 2-allyl-3-<methoxy(phenylthio)(trimethylsilyl)methyl>cyclopentanone 112699-42-0 C19H28O2SSi
2-allyl-3-<methoxy(phenylthio)(trimethylsilyl)methyl>cyclopentanone
—— methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(phenylsulfanyl)-benzoate 1023305-11-4 C18H19BrO2S
methyl 4,6-dimethyl-5-(2-bromoethyl)-2-(phenylsulfanyl)-benzoate
—— 3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-methylcyclohexanone 112699-44-2 C18H28O2SSi
3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-methylcyclohexanone
—— 3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-propargylcyclopentanone 112699-43-1 C19H26O2SSi
3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-propargylcyclopentanone
—— 3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-methylcyclopentanone 112699-40-8 C17H26O2SSi
3-<methoxy(phenylthio)(trimethylsilyl)methyl>-2-methylcyclopentanone
—— 1-Eth-(E)-ylideneamino-2-methylsulfanyl-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester 132397-47-8 C11H14N2O4S
1-Eth-(E)-ylideneamino-2-methylsulfanyl-1H-pyrrole-3,4-dicarboxylic acid dimethyl ester
—— methyl 2,3,4,5-tetramethyl-6-(phenylsulfanyl)benzoate 1190219-91-0 C18H20O2S
methyl 2,3,4,5-tetramethyl-6-(phenylsulfanyl)benzoate
—— Isopropyldiethylthionocarbamat 49634-93-7 C8H17NOS
Isopropyldiethylthionocarbamat
—— 2-(methylsulfanyl)-5H,6H,7H,8H,9H-cyclohepta[d]pyrimidin-5-one 954153-62-9 C10H12N2OS
2-(methylsulfanyl)-5H,6H,7H,8H,9H-cyclohepta[d]pyrimidin-5-one
—— 6-cyclohexylthiopyridazin-3-amine 113121-40-7 C10H15N3S
6-cyclohexylthiopyridazin-3-amine
—— 6-((4-bromophenyl)sulfanyl)-3-pyridazinamine 1450622-48-6 C10H8BrN3S
6-((4-bromophenyl)sulfanyl)-3-pyridazinamine
—— 6-p-fluorophenylthiopyridazin-3-amine 113121-46-3 C10H8FN3S
6-p-fluorophenylthiopyridazin-3-amine
—— 6-p-totylthiopyridazin-3-amine 91347-34-1 C11H11N3S
6-p-totylthiopyridazin-3-amine
—— 6-Propan-2-ylsulfanylpyridazin-3-amine 1319731-81-1 C7H11N3S
6-Propan-2-ylsulfanylpyridazin-3-amine
—— 6-p-dimethylaminophenylthiopyridazin-3-amine 113121-52-1 C12H14N4S
6-p-dimethylaminophenylthiopyridazin-3-amine
—— 2-amino-5-<2-(N-methylamino)phenylthio>-4-methylpyrimidine 92608-38-3 C12H14N4S
2-amino-5-<2-(N-methylamino)phenylthio>-4-methylpyrimidine
—— 3-chloro-4-[2-[[(1,1-dimethylethoxy)carbonyl]-amino]-ethylthio]benzeneacetic acid methyl ester 393186-02-2 C16H22ClNO4S
3-chloro-4-[2-[[(1,1-dimethylethoxy)carbonyl]-amino]-ethylthio]benzeneacetic acid methyl ester
—— 9,10-dihydrodi[1,2,3]triazolo[1,5-b:5',1'-f][1,3,6]thiadiazepine 501345-66-0 C6H6N6S
9,10-dihydrodi[1,2,3]triazolo[1,5-b:5',1'-f][1,3,6]thiadiazepine
—— 2-methyl-5-(phenylthio)thiophene 1360571-24-9 C11H10S2
2-methyl-5-(phenylthio)thiophene
—— 6-methylsulfanyl-imidazo[1,2-<i>b</i>]pyridazine 61582-31-8 C7H7N3S
6-methylsulfanyl-imidazo[1,2-<i>b</i>]pyridazine
—— 3-Bromo-5-methyl-2-(methylthio)-thiophene 61074-67-7 C6H7BrS2
3-Bromo-5-methyl-2-(methylthio)-thiophene
—— 5-<2-Amino-5-nitrophenyl)thiol>-2-dimethylaminoethyl-4-chlor-(2H)-pyridazinon 65225-75-4 C14H16ClN5O3S
5-<2-Amino-5-nitrophenyl)thiol>-2-dimethylaminoethyl-4-chlor-(2H)-pyridazinon
—— (2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-12-9 C32H52O6S2Si2
(2E)-Methyl 2-<(E)-4'-tert-Butyldimethylsiloxy-1'-<2''-(2''',2'''-dimethoxyethyl)-1'',3''-dithian-2''-yl>penta-2',4'-dienyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— (2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-20-9 C26H38O6S2Si
(2E)-Methyl 2-<(E)-1'-<2-(2''',2'''-Dimethoxyethyl)-1,3-dithian-2-yl>-4'-oxopent-2-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— ethyl 1-(3-oxo-2,3-dihydrobenzo<b>thiophen-2-yl)imidazole-2-carboxylate 161801-88-3 C14H12N2O3S
ethyl 1-(3-oxo-2,3-dihydrobenzo<b>thiophen-2-yl)imidazole-2-carboxylate
—— 9,10-dihydrobis[1,2,3]triazolo[1,5-f:5',1'-b][1,3,6]thiadiazepine-3,5-dicarboxylic acid 651768-95-5 C8H6N6O4S
9,10-dihydrobis[1,2,3]triazolo[1,5-f:5',1'-b][1,3,6]thiadiazepine-3,5-dicarboxylic acid
—— (2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<(2''-formylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate 145746-27-6 C25H34O5S2Si
(2E)-Methyl 3-<Dimethyl(phenyl)silyl>-2-<(E)-1'-<(2''-formylmethyl)-1'',3''-dithian-2''-yl>-3'-methyl-4'-oxopent-2'-enyloxymethyl>propenoate
—— (2E)-Methyl 2-<(E)-1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)-3'-methylpent-2'-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate 145746-26-5 C29H44O7S2Si
(2E)-Methyl 2-<(E)-1'-<2''-(2''',2'''-Dimethoxyethyl)-1'',3''-dithian-2''-yl>-4',4'-(ethylenedioxy)-3'-methylpent-2'-enyloxymethyl>-3-<dimethyl(phenyl)silyl>propenoate
—— 2-bromo-benzo[<i>b</i>]thiophen-3-one 161801-95-2 C8H5BrOS
2-bromo-benzo[<i>b</i>]thiophen-3-one
—— 2-hydroxy-methylenebenzo[b]thiophen-3-one 1237727-00-2 C9H6O2S
2-hydroxy-methylenebenzo[b]thiophen-3-one
—— 1,1,2-Trifluoro-1-phenylsulfanyl-pentan-3-one 101361-07-3 C11H11F3OS
1,1,2-Trifluoro-1-phenylsulfanyl-pentan-3-one
—— 2,3-Dihydro-6-methoxycarbonylaminoimidazo<2,1-b>thiazole 141722-36-3 C7H9N3O2S
2,3-Dihydro-6-methoxycarbonylaminoimidazo<2,1-b>thiazole
—— 2-Propenoic acid, 2-cyano-3-(phenylthio)-, ethyl ester 90280-04-9 C12H11NO2S
2-Propenoic acid, 2-cyano-3-(phenylthio)-, ethyl ester
—— Thioessigsaeure-(N<sup>2</sup>,N<sup>2</sup>-dimethyl-hydrazid) 89695-58-9 C4H10N2S
Thioessigsaeure-(N<sup>2</sup>,N<sup>2</sup>-dimethyl-hydrazid)
—— 5-allylsulfanyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione 19921-53-0 C5H6N2S3
5-allylsulfanyl-3<i>H</i>-[1,3,4]thiadiazole-2-thione
—— 2,5-Bis(2'-((2''-(di methylamino)ethyl)thio)-5'-methylpyrimidin-4'-yl)thiophene 131407-82-4 C22H30N6S3
2,5-Bis(2'-((2''-(di methylamino)ethyl)thio)-5'-methylpyrimidin-4'-yl)thiophene
—— 5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran 249766-64-1 C23H32O2SSi
5,5-dimethyl-4-[(trimethylsilyl)oxy]-4-(2-phenylethyl)-2-phenylthio-tetrahydrofuran
—— bis[(E)-1-(chloromethyl)-2-chlorovinyl]sulfide 1360444-66-1 C6H6Cl4S
bis[(E)-1-(chloromethyl)-2-chlorovinyl]sulfide
—— 4-Oxo-3-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester 121810-16-0 C14H16O3S
4-Oxo-3-phenylsulfanyl-cyclohexanecarboxylic acid methyl ester
—— 5-Hydroxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile 113859-05-5 C10H12N2OS
5-Hydroxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile
—— 5-Methoxymethoxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile 113859-11-3 C12H16N2O2S
5-Methoxymethoxymethyl-4,6-dimethyl-2-methylsulfanyl-nicotinonitrile
—— (Z)-1-bromo-4-phenyl-1-phenylthio-1-butene 140243-98-7 C16H15BrS
(Z)-1-bromo-4-phenyl-1-phenylthio-1-butene
—— 1-Iodo-4-(methylsulfonyl)butane 558465-90-0 C5H11IO2S
1-Iodo-4-(methylsulfonyl)butane
—— 1-chloro-4-phenyl-1-phenylthio-1-butene 140243-97-6 C16H15ClS
1-chloro-4-phenyl-1-phenylthio-1-butene
—— ethyl 3-(p-toylthio)acrylate 1138-92-7 C12H14O2S
ethyl 3-(p-toylthio)acrylate
—— Carbamothioic acid, methyl-, S-decyl ester 92411-96-6 C12H25NOS
Carbamothioic acid, methyl-, S-decyl ester
—— 6-Methyl-1-methylsulfanyl-cyclohexene 70871-39-5 C8H14S
6-Methyl-1-methylsulfanyl-cyclohexene
—— 3-tert-butoxy-1-isopropyl-2-methylsulfanyl-1H-pyrrole 1247948-23-7 C12H21NOS
3-tert-butoxy-1-isopropyl-2-methylsulfanyl-1H-pyrrole